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| Richard Kassel |
In the early days of Squarespace , CEO and founder Anthony Casalena wore many hats.
He would spend his days tackling a litany of random tasks, including writing code, penning marketing copy, and even answering customer service tickets.
"I had this disposition to go fix things myself," Casalena tells Business Insider. "I was an engineer and I wanted to engineer my way out of everything, and, at some point, that can only get you so far."
For a while, however, that hands-on attitude worked for Casalena, who founded the content management system in 2003 as a 21-year-old college student at the University of Maryland. By avoiding a too-rapid expansion, he says he was able to keep his business financially sound.
But, ultimately, his workload wasn't sustainable. Casalena says he woke up one day and realized that he had missed the mark on a number of long-term goals he had been working on. He couldn't continue to juggle so many tasks and run the company, which is today a $200 million enterprise.
"It was like, 'OK, I'm really just spinning my wheels here,'" he says. "I've got to change something. So I started hiring people."
Although he caveats that his own experience isn't necessarily universally applicable, Casalena says that being slow to hire and delegate did have one major upside.
"It gave me experience with all aspects of the business," Casalena says. "To the extent that I could, when we were bringing people in after a couple of years, I had some idea of what it took to do certain jobs. I also think that hiring out of pain kept the business very lean for a long time. The business probably took longer to grow than other people would have had the stomach for, but I think that hands-on nature has been really positive."
He would spend his days tackling a litany of random tasks, including writing code, penning marketing copy, and even answering customer service tickets.
"I had this disposition to go fix things myself," Casalena tells Business Insider. "I was an engineer and I wanted to engineer my way out of everything, and, at some point, that can only get you so far."
For a while, however, that hands-on attitude worked for Casalena, who founded the content management system in 2003 as a 21-year-old college student at the University of Maryland. By avoiding a too-rapid expansion, he says he was able to keep his business financially sound.
But, ultimately, his workload wasn't sustainable. Casalena says he woke up one day and realized that he had missed the mark on a number of long-term goals he had been working on. He couldn't continue to juggle so many tasks and run the company, which is today a $200 million enterprise.
"It was like, 'OK, I'm really just spinning my wheels here,'" he says. "I've got to change something. So I started hiring people."
Although he caveats that his own experience isn't necessarily universally applicable, Casalena says that being slow to hire and delegate did have one major upside.
"It gave me experience with all aspects of the business," Casalena says. "To the extent that I could, when we were bringing people in after a couple of years, I had some idea of what it took to do certain jobs. I also think that hiring out of pain kept the business very lean for a long time. The business probably took longer to grow than other people would have had the stomach for, but I think that hands-on nature has been really positive."
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